Photo by Patricia Knorr

Find hotels in Chester, MD from AED 219

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 1,202 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (363)
"This wasn't the Hilton, but was nice for the price."
The price is AED 250
AED 275 total
includes taxes & fees
15 Apr - 16 Apr
Econo Lodge Easton Route 50

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (492)
"The check in Person(Mark) was a delight. He was quick getting me checked in and has such a great personality. Definitely made me feel welcomed. The hotel was nice and clean. I loved that the shower was larger and the water pressure was really good."
The price is AED 483
AED 531 total
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Easton

Quality Inn

2.5 star property
7.6 out of 10, Good, (699)
"No complaints "
The price is AED 250
AED 275 total
includes taxes & fees
19 Apr - 20 Apr
Quality Inn

Best Western Plus Easton Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1041)
"Updated. Quiet. Home like atmosphere. Amenities were good. "
The price is AED 437
AED 481 total
includes taxes & fees
3 Apr - 4 Apr
Best Western Plus Easton Inn & Suites

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (560)
"The shower had good water pressure. The beds are comfortable and the pillows were amazing! "
The price is AED 419
AED 461 total
includes taxes & fees
8 Apr - 9 Apr
Holiday Inn Express Easton by IHG

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (834)
"Great experience."
The price is AED 219
AED 240 total
includes taxes & fees
6 Apr - 7 Apr
Days Inn by Wyndham Easton

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (333)
"Light in hall needs to be replaced. Toilet seat bolt needs to be replaced. Breakfast staff was great. "
The price is AED 404
AED 444 total
includes taxes & fees
27 Apr - 28 Apr
Fairfield Inn & Suites by Marriott Easton

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (74)
"The owner and staff are exceedingly gracious, we felt quite welcome. Our room is warmly decorated and comfortable from the bed to the linens to the rain shower and tiled bath. We want to come back next year for New Year’s Eve. The other guests mirror the owner and staff in that they are very friendly. Thank you Eric and Mary!!! Sincerely, James & Chrisy "
The price is AED 1,150
AED 1,265 total
includes taxes & fees
3 Apr - 4 Apr
Hummingbird Inn

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (779)
"I would recommend that you have more options for breakfast Everything on the menu is heavy. A la carte options for people that do not want a full breakfast. Even the bread basket is heavy carbs."
The price is AED 694
AED 764 total
includes taxes & fees
6 Apr - 7 Apr
The Tidewater Inn

Sandaway Suites & Beach

3.0 star property
9.2 out of 10, Wonderful, (133)
"We really enjoyed our stay at the Sandaway. It was quiet and peaceful in a wonderful spot, right on the water, next to the yacht club. We loved walking around Oxford, a quaint and historic little town. A quick strolling over to the Market for breakfast sandwiches and the Social Cafe for great espresso based coffees and pastries. Contactless check-in was a breeze. Having prepaid, we found our designated parking spot, went to our room and our key was in the lock. Complimentary water bottles and...
The price is AED 805
AED 885 total
includes taxes & fees
28 Apr - 29 Apr
Sandaway Suites & Beach

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (55)
"Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!"
The price is AED 1,418
AED 1,560 total
includes taxes & fees
15 Apr - 16 Apr
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1048)
"The very nice man who checked us in gave us a room with two beds at no extra charge when he saw that I was traveling with my nephew. The breakfast was an unexpected extra value with sausage and eggs and other goodies that were way more than you'd find in a motel or basic hotel. The rates were at least half as much as other inns/b&bs in St. Michael. Nothing fancy but a safe, good, reasonable option for a night or two."
The price is AED 386
AED 425 total
includes taxes & fees
6 Apr - 7 Apr
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"Was really good, service was incredible and room was very nice. There were some detailed touches that could have been done."
The price is AED 804
AED 966 total
includes taxes & fees
6 Apr - 7 Apr
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (336)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning. "
The price is AED 1,769
AED 2,140 total
includes taxes & fees
7 Apr - 8 Apr
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (127)
"exceptional hosts: above and beyond for service, suggestions, accommodation, effort to assist . impressive found by accident, would reccommend and visit AGAIN"
The price is AED 643
AED 707 total
includes taxes & fees
3 Apr - 4 Apr
Parsonage Inn

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (56)
"Very nice property, cozy and clean rooms, excellent service."
The price is AED 588
AED 646 total
includes taxes & fees
3 Apr - 4 Apr
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (739)
"Very friendly staff. Older property, but kept nice"
The price is AED 343
AED 381 total
includes taxes & fees
3 Apr - 4 Apr
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (895)
"Clean and comfortable. "
The price is AED 465
AED 516 total
includes taxes & fees
7 Apr - 8 Apr
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (819)
"Right on water! Walkable to marinas and quite a few waterfront restaurants. About 30 minutes from Annapolis. Great sunsets. Great for boaters but not much else to do. Great one night stop off place if traveling through. "
The price is AED 349
AED 387 total
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express Annapolis - Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1062)
"I would definitely stay here again"
The price is AED 330
AED 366 total
includes taxes & fees
9 Apr - 10 Apr
Best Western Kent Narrows Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Chester

Chester awaits: its island views, sunny weather, golf, and more!

Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is  at least 3 miles long.
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Frequently asked questions

What's the best place to stay in Chester?

Located 10.8 mi (17.3 km) from the heart of Chester, Historic Inns of Annapolis is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Country Inn & Suites by Radisson, Annapolis, MD and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : Visitors like this Chester vacation home rental. It is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

To find more details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What are some accommodations with pools in Chester?

Country Inn & Suites by Radisson, Annapolis, MD: Offers buffet, an indoor pool, and free self parking. The Westin Annapolis and Hyatt Place Kent Narrows & Marina are a couple of other choices with an onsite pool. View all hotels with pools in Chester.

What is staying in Chester like?

Visitors can enjoy all that Chester has to offer including the waterfront, seafood restaurants, and golf courses. In Chester, there are 11 hotels and other accommodations to choose from. Find out more about Chester.

What is there to see in Chester?

Places to visit in the wider area include Chesapeake Bay Environmental Center, Eastern Neck National Wildlife Refuge, and Sandy Point Beach. You'll also find Queenstown Harbor Golf Club and Chesapeake Bay Bridge in the area. Check out what more to see and do in Expedia's Chester guide.

What's the weather like in Chester?

The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.